ホームMCPワークベンチSkills
ホームワークベンチ通知マイページ
llms.txt · MCPガイドプライバシーポリシー · 利用規約 · サポートv1.8.0
  1. ホーム
  2. /反応

Acetic Acid → N-[(4-{[3-{[(5-Chloro-2-thienyl)sulfonyl]amino}-4-(methyloxy)-1H-indazol-1-yl]methyl}phenyl)methyl]acetamide

HRID 1892962
ノート
印刷プレビュー

反応式

HRID 1892962 の反応式
C(O)=O.[NH2:4][CH2:5][C:6]1[CH:11]=[CH:10][C:9]([CH2:12][N:13]2[C:21]3[C:16](=[C:17]([O:22][CH3:23])[CH:18]=[CH:19][CH:20]=3)[C:15]([NH:24][S:25]([C:28]3[S:29][C:30]([Cl:33])=[CH:31][CH:32]=3)(=[O:27])=[O:26])=[N:14]2)=[CH:8][CH:7]=1.[C:34](O)(=[O:36])[CH3:35].CCN(C(C)C)C(C)C.CN(C(ON1N=NC2C=CC=NC1=2)=[N+](C)C)C.F[P-](F)(F)(F)(F)F>C(#N)C.C(Cl)Cl.O>[Cl:33][C:30]1[S:29][C:28]([S:25]([NH:24][C:15]2[C:16]3[C:21](=[CH:20][CH:19]=[CH:18][C:17]=3[O:22][CH3:23])[N:13]([CH2:12][C:9]3[CH:8]=[CH:7][C:6]([CH2:5][NH:4][C:34](=[O:36])[CH3:35])=[CH:11][CH:10]=3)[N:14]=2)(=[O:27])=[O:26])=[CH:32][CH:31]=1
参加物実験手順後処理出典と根拠反応ノート

参加物

8

反応物 4

HCID 176Acetic AcidHCID 81531DiisopropylethylamineHCID 9886157Methanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1)HCID 66632574n-[1-{[4-(Aminomethyl)phenyl]methyl}-4-(methyloxy)-1h-indazol-3-yl]-5-chloro-2-thiophenesulfonamide formate salt

生成物 1

HCID 58054491
N-[(4-{[3-{[(5-Chloro-2-thienyl)sulfonyl]amino}-4-(methyloxy)-1H-indazol-1-yl]methyl}phenyl)methyl]acetamide
収率 87%

試薬・触媒・溶媒 3

HCID 962Water溶媒HCID 6342Acetonitrile溶媒HCID 6344Dichloromethane溶媒

実験手順

A solution of N-[1-{[4-(aminomethyl)phenyl]methyl}-4-(methyloxy)-1H-indazol-3-yl]-5-chloro-2-thiophenesulfonamide formate salt for a preparation see Intermediate 30) (15 mg, 0.03 mmol) and acetic acid (0.001 mL, 0.03 mmol) in acetonitrile (2 mL) and DIPEA (0.046 mL, 0.26 mmol) was treated with HATU (37.0 mg, 0.097 mmol) and the resulting mixture was stirred for 2 h and 15 min at ambient temperature. The reaction mixture was diluted with DCM (2 mL) and water (3 mL). The organic was separated and the aqueous layer was further extracted with DCM (2 mL). The combined organic solutions were dried through an hydrophobic frit and concentrated under reduced pressure. The residue was dissolved in 1:1 MeOH-DMSO (1 mL) and purified by Mass Directed AutoPrep on (supelcosil ABZ+Plus column) eluting with solvents NB (A: Water+0.1% Formic acid, B: MeCN:Water 95:5+0.05% Formic acid). The solvent was removed under a stream of nitrogen in a Radleys blowdown apparatus to give the title compound (13 mg, 87%) as a gum. LCMS (System A) RT=1.11 min, ES+ve m/z 505/507 (M+H)+.

後処理

  1. customThe organic was separated
  2. extractionthe aqueous layer was further extracted with DCM (2 mL)
  3. customThe combined organic solutions were dried through an hydrophobic frit
  4. concentrationconcentrated under reduced pressure
  5. dissolutionThe residue was dissolved in 1:1 MeOH-DMSO (1 mL)
  6. custompurified by Mass Directed AutoPrep on (supelcosil ABZ+Plus column)
  7. washeluting with solvents NB (A: Water+0.1% Formic acid, B
  8. customThe solvent was removed under a stream of nitrogen in a Radleys blowdown apparatus

出典と根拠

ORDレコード
ord-3870a0deeb19473ab611a3eec8554929
出典データセット
uspto-grants-2013_08
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08507543B2

反応ノート

読み込み中…

このページの内容参加物実験手順後処理出典と根拠反応ノート